Summary

IMPPAT Phytochemical identifier: IMPHY008973

Phytochemical name: methyl (1S,15S,16S,17S,21S)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-18,23-dioxa-3,13-diazahexacyclo[13.7.1.01,13.02,10.04,9.016,21]tricosa-2(10),4,6,8,19-pentaene-20-carbo

Synonymous chemical names:
cadambine

External chemical identifiers:
CID:21723831, ZINC:ZINC000143329710

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@H]2CN4[C@](O2)(C3)c2[nH]c3c(c2CC4)cccc3)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C27H32N2O10/c1-35-24(34)15-11-36-25(38-26-22(33)21(32)20(31)18(10-30)37-26)19-14(15)8-27-23-13(6-7-29(27)9-17(19)39-27)12-4-2-3-5-16(12)28-23/h2-5,11,14,17-22,25-26,28,30-33H,6-10H2,1H3/t14-,17-,18-,19+,20-,21+,22-,25+,26+,27+/m1/s1

InChIKey:
OVRROYYXOBYCSR-QUXSSVLGSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@H]CN[C@]O5)C7)c[nH]ccc5CC9)))cccc6))))))))))))))C=O)OC))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
CO, COC(=O)C1=CO[C@@H](O[C@@H](C)OC)CC1, c[C@]1(C)OCCN1C, c[nH]c

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2CC34OC(CN3CCc3c4[nH]c4ccccc34)C2C(OC2CCCCO2)O1

Scaffold Graph/Node level:
C1CCC(OC2OCCC3CC45OC(CN4CCC4C6CCCCC6NC45)C32)OC1

Scaffold Graph level:
C1CCC(CC2CCCC3CC45CC(CC4CCC4C6CCCCC6CC45)C23)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Indoles and derivatives

ClassyFire Subclass: Pyridoindoles

NP Classifier Biosynthetic pathway: Alkaloids, Terpenoids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Carboline alkaloids

NP-Likeness score: 1.733

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Chemical structure download